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15-Hydroxy-7-oxodehydroabietic acid

CAS# 95416-25-4

15-Hydroxy-7-oxodehydroabietic acid

Catalog No. BCN4504----Order now to get a substantial discount!

Product Name & Size Price Stock
15-Hydroxy-7-oxodehydroabietic acid:5mg Please Inquire In Stock
15-Hydroxy-7-oxodehydroabietic acid:10mg Please Inquire In Stock
15-Hydroxy-7-oxodehydroabietic acid:20mg Please Inquire In Stock
15-Hydroxy-7-oxodehydroabietic acid:50mg Please Inquire In Stock

Quality Control of 15-Hydroxy-7-oxodehydroabietic acid

Number of papers citing our products

Chemical structure

15-Hydroxy-7-oxodehydroabietic acid

3D structure

Chemical Properties of 15-Hydroxy-7-oxodehydroabietic acid

Cas No. 95416-25-4 SDF Download SDF
PubChem ID 14017925 Appearance Powder
Formula C20H26O4 M.Wt 330.4
Type of Compound Diterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (1R,4aS,10aR)-7-(2-hydroxypropan-2-yl)-1,4a-dimethyl-9-oxo-3,4,10,10a-tetrahydro-2H-phenanthrene-1-carboxylic acid
SMILES CC12CCCC(C1CC(=O)C3=C2C=CC(=C3)C(C)(C)O)(C)C(=O)O
Standard InChIKey MXPXAZNVQUWDFH-NSISKUIASA-N
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of 15-Hydroxy-7-oxodehydroabietic acid

The herbs of Pinus massoniana

Biological Activity of 15-Hydroxy-7-oxodehydroabietic acid

DescriptionStandard reference
In vivo

Contact allergy to dehydroabietic acid derivatives isolated from Portuguese colophony.[Pubmed: 3191677]

Contact Dermatitis. 1988 Sep;19(3):166-74.


METHODS AND RESULTS:
7-oxodehydroabietic acid and 15-hydroxydehydroabietic acid were isolated as their methyl esters from Portuguese colophony of the gum rosin type and identified as contact allergens. Another oxidation product of dehydroabietic acid, 15-Hydroxy-7-oxodehydroabietic acid, was synthesized and identified as a component of Portuguese gum rosin. 7-oxodehydroabietic acid was found to a be a grade III allergen according to the GPMT method. Guinea pigs induced with gum rosin showed only a low response to the isolated compounds, while patients with a known allergy to gum rosin reacted to a greater extent.
CONCLUSIONS:
The results imply that the content of oxidized dehydroabietic acids in gum rosin is too low to give a marked sensitization in the animals. However, the patients might have come in contact with the allergens in technically modified rosins. The compounds showed a pattern of cross-reactivity in the animal experiments as well as among the patch tested patients.

Protocol of 15-Hydroxy-7-oxodehydroabietic acid

Structure Identification
J Mass Spectrom. 2005 May;40(5):675-87.

Direct exposure electron ionization mass spectrometry and gas chromatography/mass spectrometry techniques to study organic coatings on archaeological amphorae.[Pubmed: 15739159]

Two different analytical approaches, direct exposure electron ionization mass spectrometry (DE-MS) and gas chromatography/mass spectrometry (GC/MS), were compared in a study of archaeological resinous materials.
METHODS AND RESULTS:
DE-MS was found to be an efficient fingerprinting tool for the fast screening of organic archaeological samples and for providing information on the major components. GC/MS appeared to be more efficient in unravelling the sample composition at a molecular level, despite the long analysis time and the need for a wet chemical pretreatment. Both procedures were applied to characterize the organic material present as coatings in Roman and Egyptian amphorae. DE-MS successfully identified abietanic compounds, hence a diterpenic resinous material could be identified and its degree of oxidation assessed. GC/MS enabled us to identify dehydroabietic acid, 7-oxodehydroabietic acid, 15-Hydroxy-7-oxodehydroabietic acid, 15-hydroxydehydroabietic acid, retene, tetrahydroretene, norabietatriene, norabietatetraene and methyl dehydroabietate. These oxidized and aromatized abietanes provided evidence that the amphorae examined were waterproofed with a pitch produced from resinous wood of plants from the Pinaceae family.
CONCLUSIONS:
The chemometric evaluation of the GC/MS data highlighted significant chemical differences between the pitches found in the two archaeological sites, basically related to differences in the production techniques of the materials and in their degradation pathways.

15-Hydroxy-7-oxodehydroabietic acid Dilution Calculator

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15-Hydroxy-7-oxodehydroabietic acid Molarity Calculator

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Preparing Stock Solutions of 15-Hydroxy-7-oxodehydroabietic acid

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.0266 mL 15.1332 mL 30.2663 mL 60.5327 mL 75.6659 mL
5 mM 0.6053 mL 3.0266 mL 6.0533 mL 12.1065 mL 15.1332 mL
10 mM 0.3027 mL 1.5133 mL 3.0266 mL 6.0533 mL 7.5666 mL
50 mM 0.0605 mL 0.3027 mL 0.6053 mL 1.2107 mL 1.5133 mL
100 mM 0.0303 mL 0.1513 mL 0.3027 mL 0.6053 mL 0.7567 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on 15-Hydroxy-7-oxodehydroabietic acid

Direct exposure electron ionization mass spectrometry and gas chromatography/mass spectrometry techniques to study organic coatings on archaeological amphorae.[Pubmed:15739159]

J Mass Spectrom. 2005 May;40(5):675-87.

Two different analytical approaches, direct exposure electron ionization mass spectrometry (DE-MS) and gas chromatography/mass spectrometry (GC/MS), were compared in a study of archaeological resinous materials. DE-MS was found to be an efficient fingerprinting tool for the fast screening of organic archaeological samples and for providing information on the major components. GC/MS appeared to be more efficient in unravelling the sample composition at a molecular level, despite the long analysis time and the need for a wet chemical pretreatment. Both procedures were applied to characterize the organic material present as coatings in Roman and Egyptian amphorae. DE-MS successfully identified abietanic compounds, hence a diterpenic resinous material could be identified and its degree of oxidation assessed. GC/MS enabled us to identify dehydroabietic acid, 7-oxodehydroabietic acid, 15-Hydroxy-7-oxodehydroabietic acid, 15-hydroxydehydroabietic acid, retene, tetrahydroretene, norabietatriene, norabietatetraene and methyl dehydroabietate. These oxidized and aromatized abietanes provided evidence that the amphorae examined were waterproofed with a pitch produced from resinous wood of plants from the Pinaceae family. The chemometric evaluation of the GC/MS data highlighted significant chemical differences between the pitches found in the two archaeological sites, basically related to differences in the production techniques of the materials and in their degradation pathways.

Contact allergy to dehydroabietic acid derivatives isolated from Portuguese colophony.[Pubmed:3191677]

Contact Dermatitis. 1988 Sep;19(3):166-74.

7-oxodehydroabietic acid and 15-hydroxydehydroabietic acid were isolated as their methyl esters from Portuguese colophony of the gum rosin type and identified as contact allergens. Another oxidation product of dehydroabietic acid, 15-Hydroxy-7-oxodehydroabietic acid, was synthesized and identified as a component of Portuguese gum rosin. 7-oxodehydroabietic acid was found to a be a grade III allergen according to the GPMT method. Guinea pigs induced with gum rosin showed only a low response to the isolated compounds, while patients with a known allergy to gum rosin reacted to a greater extent. The results imply that the content of oxidized dehydroabietic acids in gum rosin is too low to give a marked sensitization in the animals. However, the patients might have come in contact with the allergens in technically modified rosins. The compounds showed a pattern of cross-reactivity in the animal experiments as well as among the patch tested patients.

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